Heterocyclic Building Blocks-Quinuclidine

Deshpande, Swapneel R. published the artcileBiomimetic stress sensitive hydrogel controlled by DNA nanoswitches, Name: Dbco-acid, the publication is Biomacromolecules (2017), 18(10), 3310-3317, database is CAplus and MEDLINE.

One of the most intriguing and important aspects of biol. supramol. materials is its ability to adapt macroscopic properties in response to environmental cues for controlling cellular processes. Recently, bulk matrix stiffness, in particular, stress sensitivity, has been established as a key mech. cue in cellular function and development. However, stress-stiffening capacity and the ability to control and exploit this key characteristic is relatively new to the field of biomimetic materials. In this work, DNA-responsive hydrogels, composed of semiflexible PIC polymers equipped with DNA cross-linkers, were engineered to create mimics of natural biopolymer networks that capture these essential elastic properties and can be controlled by external stimuli. We show that the elastic properties are governed by the mol. structure of the cross-linker, which can be readily varied providing access to a broad range of highly tunable soft hydrogels with diverse stress-stiffening regimes. By using cross-linkers based on DNA nanoswitches, responsive to pH or ligands, internal control elements of mech. properties are implemented that allow for dynamic control of elastic properties with high specificity. The work broadens the current knowledge necessary for the development of user defined biomimetic materials with stress stiffening capacity.

Biomacromolecules published new progress about 1353016-70-2. 1353016-70-2 belongs to quinuclidine, auxiliary class Other Aromatic Heterocyclic,Carboxylic acid,Amide,Inhibitor,Inhibitor, name is Dbco-acid, and the molecular formula is C19H15NO3, Name: Dbco-acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Taplan, Christian published the artcileCovalent Adaptable Networks Using β-Amino Esters as Thermally Reversible Building Blocks, Quality Control of 1761-71-3, the publication is Journal of the American Chemical Society (2021), 143(24), 9140-9150, database is CAplus and MEDLINE.

In this study, β-amino esters, prepared by the aza-Michael addition of an amine to an acrylate moiety, are investigated as building blocks for the formation of dynamic covalent networks. While such amino esters are usually considered as thermally nondynamic adducts, the kinetic model studies presented here show that dynamic covalent exchange occurs via both dynamic aza-Michael reaction and catalyst-free transesterification. This knowledge is transferred to create β-amino ester-based covalent adaptable networks (CANs) with coexisting dissociative and associative covalent dynamic exchange reactions. The ease, robustness, and versatility of this chem. are demonstrated by using a variety of readily available multifunctional acrylates and amines. The presented CANs are reprocessed via either a dynamic aza-Michael reaction or a catalyst-free transesterification in the presence of hydroxyl moieties. This results in reprocessable, densely crosslinked materials with a glass transition temperature (T_g) ranging from -60 to 90°C. Moreover, even for the low T_g materials, a high creep resistance was demonstrated at elevated temperatures up to 80°C. When addnl. β-hydroxyl group-containing building blocks are applied during the network design, an enhanced neighboring group participation effect allows reprocessing of materials up to 10 times at 150°C within 30 min while maintaining their material properties.

Journal of the American Chemical Society published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C10H9NO4S, Quality Control of 1761-71-3.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Chen, Mao published the artcileLiving Additive Manufacturing: Transformation of Parent Gels into Diversely Functionalized Daughter Gels Made Possible by Visible Light Photoredox Catalysis, Computed Properties of 1353016-70-2, the publication is ACS Central Science (2017), 3(2), 124-134, database is CAplus and MEDLINE.

Existing light-initiated additive manufacturing techniques typically rely on layer-by-layer addition or continuous extraction of polymers formed via nonliving, free radical polymerization methods. This approach renders the final materials “dead” toward further monomer insertion; the chains within the final material cannot be reactivated to further induce material growth. An alternative approach to photocontrolled additive manufacturing would involve repeated spatiotemporal insertion of new monomers into a preformed “parent” material to generate more complex and diversely functionalized “daughter” materials. Such an approach would require the development of a photocontrolled polymerization capable of insertion of new functionality directly into a polymer network with living strands. Here, we demonstrate a proof-of-concept study of this living additive manufacturing concept using end-linked polymer networks with embedded trithiocarbonate iniferters that can be activated in the presence of visible light and an organic photoredox catalyst (10-phenylphenothiazine) to achieve controlled insertion of monomers and crosslinkers within the network strands. This system enables, for the first time, the synthesis of a wide range of chem. and mech. differentiated daughter gels from a single parent material via precise modification of the average chain length, crosslinking d., and composition of polymer networks. For example, daughter gels that are softer than their parent, stiffer than their parent, larger but with exactly the same modulus as their parent, thermally responsive, polarity responsive, healable, and weldable are all realized.

ACS Central Science published new progress about 1353016-70-2. 1353016-70-2 belongs to quinuclidine, auxiliary class Other Aromatic Heterocyclic,Carboxylic acid,Amide,Inhibitor,Inhibitor, name is Dbco-acid, and the molecular formula is C19H15NO3, Computed Properties of 1353016-70-2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Chervonova, U. V. published the artcileSynthesis and phase behavior of branched esters derived from cyclohexylbenzoic acid, Application of 4-Cyclohexylbenzoic acid, the publication is Russian Journal of General Chemistry (2011), 81(11), 2288-2293, database is CAplus.

A branched aldehyde on the basis of cyclohexylbenzoates and 3,5-dihydroxybenzoates was synthesized. For the characteristic of intermediates and the target substance TLC, elemental anal., IR, NMR spectroscopy, and differential scanning calorimetry were used. It was found that at the increase in length and branching degree of aldehyde the final product acquires the tendency to transfer to the glassy state.

Russian Journal of General Chemistry published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Application of 4-Cyclohexylbenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Probst, Nicolas published the artcileIntramolecular Pd-Catalyzed Anomeric C(sp³)-H Activation of Glycosyl Carboxamides, Related Products of quinuclidine, the publication is Organic Letters (2017), 19(19), 5038-5041, database is CAplus and MEDLINE.

An expedient method for the synthesis of fused glycosylquinolin-2-ones and glycosylspirooxindoles through an unprecedented intramol. Pd-catalyzed anomeric C-H activation of the sugar moiety of 2-bromophenyl glycosylcarboxamides is reported. The scope of the reaction is broad and tolerates a wide range of functional groups.

Organic Letters published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C28H41N2P, Related Products of quinuclidine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Coombs, John R. published the artcileAdvances in Base-Metal Catalysis: Development of a Screening Platform for Nickel-Catalyzed Borylations of Aryl (Pseudo)halides with B₂(OH)₄, Safety of 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, the publication is Organometallics (2019), 38(1), 157-166, database is CAplus.

Investigations into nickel-catalyzed borylation reactions have led to the development of an exptl. design of 24 reaction conditions for rapid lead identification. A case study on the borylation of a model aryl bromide with B₂(OH)₄ prompted a series of mechanistic and stability studies to better understand the catalytic cycle and factors that affect robustness. HTEx was employed to study the effect of a series of scavengers on the remediation of nickel from the reaction stream. These combined results have generated an increased understanding of nickel-catalyzed borylation reactions and set the stage for their expanded use in process chem.

Organometallics published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C28H41N2P, Safety of 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Green, Daniel M. published the artcileParallel synthesis of 2-aryl-4-aminobenzimidazoles and their evaluation as gonadotropin releasing hormone antagonists, Computed Properties of 20029-52-1, the publication is Journal of Combinatorial Chemistry (2009), 11(1), 117-125, database is CAplus and MEDLINE.

2-Trifluoromethyl-4-aminobenzimidazoles were previously identified by screening to be active antagonists of the gonadotropin releasing hormone receptor (GnRH-R). Structure activity relationships and diversity oriented synthesis are shown here in greater detail. 2-Substituted benzimidazoles were synthesized in parallel by the coupling of carboxylic acids with a latent intermediate diamine monomer to yield the desired benzimidazoles in fair yields. A catch and release strategy was employed as a product isolation technique, followed by RP-HPLC to obtain products of desired purity for biol. evaluation. Two libraries were prepared and screened to determine the optimal substitution for inhibitory activity against GnRH-R. The initial library focused on substituted Ph, pyridine, and thiophenes. The follow-up library focused on substitution patterns observed in the initial library members and generated compounds with IC₅₀ values lower than 100 nM at the GnRH-R.

Journal of Combinatorial Chemistry published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Computed Properties of 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Hornillos, Valentin published the artcileDirect catalytic cross-coupling of alkenyllithium compounds, Related Products of quinuclidine, the publication is Chemical Science (2015), 6(2), 1394-1398, database is CAplus and MEDLINE.

A catalytic method for the direct cross-coupling of alkenyllithium reagents with aryl and alkenyl halides is described. The use of a catalyst comprising Pd₂(dba)₃/XPhos allows for the stereoselective preparation of a wide variety of substituted alkenes in high yields under mild conditions. In addition (1-ethoxyvinyl)lithium can be efficiently converted into substituted vinyl ethers which, after hydrolysis, give readily access to the corresponding Me ketones in a one pot procedure.

Chemical Science published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C28H41N2P, Related Products of quinuclidine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Sharifi, Majid published the artcileSynthesis and Swelling Behavior of Highly Porous Epoxy Polymers, Related Products of quinuclidine, the publication is ACS Omega (2020), 5(48), 31011-31018, database is CAplus and MEDLINE.

Many advantageous properties of cross-linked polymers relate to their network structures. In this study, network structures of three DGEBA-based epoxy systems at various DGEBA monomer sizes were investigated via equilibrium swelling and glass transition behavior. Each system was cured with a tetra-functional diamine, 4,4′-methylenebiscyclohexanamine, in the presence of a nonreactive solvent, i.e., THF at a solvent-to-monomer volume fraction ranging from 0 to 92%. Exptl. results revealed that the conventional swelling model (the Dusek model) accurately calculates M_c values of the cured gels prepared in moderate dilute environments, up to approx. 60% by volume of THF. For gels cured in extreme dilute environments, i.e., in the presence of above 60% by volume of THF, the calculated M_c values using the Dusek model were found to increase sharply as a function of the initial solvent content. The observed dramatic increase in M_c values was not supported by the dry T_g of the identical polymer systems. In fact, the dry T_g values of the polymer systems were found to be relatively insensitive to the initial solvent content. A modification was proposed to the Dusek model that incorporates an addnl. term, which accounts for the probability of finding elastic chains in a polymer network. Using the modified equation, M_c values were varied as expected with the mol. weight of DGEBA and insensitive to the amount of the solvent initially used during cure. Furthermore, the modified M_c values were shown to be consistent with the dry T_g values in view of the Fox and Loshaek model.

ACS Omega published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C8H10S, Related Products of quinuclidine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Chen, Fengbiao published the artcileFusion of biobased vinylogous urethane vitrimers with distinct mechanical properties, COA of Formula: C13H26N2, the publication is Materials Chemistry Frontiers (2020), 4(9), 2723-2730, database is CAplus.

As a class of recyclable thermoset, vitrimers are generally constructed by introducing dynamic chem. into various synthetic or biobased building blocks. Particularly, biobased vitrimers have aroused increasing interest because of the utilization of renewable resources. The wide range of constructing resources and the different mech. properties of the resulting networks highlight the fusion of vitrimers with distinct mech. properties in the recycling process. However, most vitrimers have only been investigated in terms of their own reprocessability, or fusion of identical polymer networks. Herein, we report the concept of melding two biobased vinylogous urethane vitrimers with distinct mech. properties. Two distinct biobased vinylogous urethane vitrimers were prepared by reacting acetoacetate-modified cardanol with two different diamines (MXDA or PACM). It was found that these vitrimers can be successfully fused and that, after three rounds of hot pressing, the mech. and thermal properties of the fused vitrimer are comparable to that of a homogeneous vitrimer prepared using premixed MXDA and PACM diamines, the ratio of which is the same as the two distinct vitrimers. This capability of fusing two distinct vitrimers also features a flexible window for targeting mech. properties, which can be achieved by simply adjusting the ratio of these two vitrimers.

Materials Chemistry Frontiers published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C13H26N2, COA of Formula: C13H26N2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider